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STRANGER FUCK BY hfernandez1983 It's been a while since I have written something. It's mostly because I have felt so uninspired and didn't know what to write. My main fantasies these days revolve around a man crossdressed while he is pegged by a woman who likes to dress as a man. My last story series Jenny & Mike got a decent reception and I wanted to write more. But like I said, I've been feeling rather uninspired. It's taken a while but I've come up with an idea that I think readers might like. NOTE: This story takes place in the fictional town of Bluehaven. All the characters in the story are fictional and this story is pure fantasy. The story has been written from the male character's point of view. NOTE: I want to thank Sunshine & Wayne for helpng to edit this story. *-*-* I noticed the time strike 10pm ON my watch as I got out of the cab outside the Red Circle. Hopefully, I was going to get lucky tonight. After paying the cabbie and stepping out of the cab, I fixed my tight pink and black striped dress as I stood outside the club. The Red Circle was the most notorious SEX CLUB in the city where couples and singles went to hook up. Tonight was their Gender Bender Fetish night, which is why I had got dressed up tonight. I have been crossdressing since I was quite young and as I grew older, I found it to be so erotic. My cock would almost always get hard as I slipped on a pair of panties and some hosiery. The feeling of the fabric on my legs and on my cock always drove me insane. Usually, I would sneak into my mother's closet and try some of her stuff. But now that I am 25 and on my own, I have my very own private closet filled with all kinds of girlie items. I took a deep breath as I moved towards the entrance where the bouncer stopped me. I showed him my identification and he looked back and forth at the id and smiled at me and waved me in. Slipping my identification back into my purse, I moved inside the club and headed inside. As I entered, I noticed that there were not as many people inside the club as the last time I was here. Sure there were lots of men dressed in drag, a few CIS women (at least, I think they were CIS women) dressed in male attire and chatting away. Venturing further inside, I also noticed a few people heading downstairs to the basement section. Now this is where all the action took place. The basement section was where people went to commit the acts of debauchery they were here for. I myself had never participated or was never asked to join someone downstairs. I had merely been down as a spectator on occasion to see men and women fuck till they were a sweaty heap. You could see crossdressers playing amongst each other, crossdressers or T-girls getting fucked up their asses by other crossdressers or T-girls. On several occasions CIS women would also be pegging crossdressers or T-girls with strap-ons. That was my fetish. Pegging. I had been introduced to pegging when I was in my senior year at high school by and older woman who happened to be our neighbor. She loved fucking me when I wore her sexy lingerie and acted like a slut. Almost every week I found myself on my knees or on my back taking her rubber cock. She loved playing the masculine role and many a times dressed up like a man as she fucked me. It turned me on so much to see the gender roles reversed like that. It made me feel vulnerable and submissive, just like a woman and I came hard every time. Alas, once I moved to college, it became increasingly difficult to find a girl who would share this fetish with me. I did have a few casual encounters with women I had met on the internet, but none of them ever dressed up in masculine clothing. As I reached the bar, a drag queen approached me and asked me what I would like to drink. I ordered a Manhattan and stood at the bar as I eyed the people inside, trying to see if there was someone who caught my eye. I sighed as it seemed like it was going to be another slow night and I wasn't going to see any action. Taking a big sip of my drink, it was then that I noticed her walk in. Blonde, hair pulled back in a ponytail, dark red lipstick and dressed in a tuxedo. Though the club was a bit dark with some ambient lighting, I did notice that she looked a little older. Fixing the cuffs of tux, she stopped at the other end of the bar and ordered a drink as she began to peruse around the floor herself. It didn't take but a couple of minutes for her to glance in my direction. I met her gaze as I sipped my drink. She was gorgeous. I couldn't keep my eyes of her as she held my gaze. She took a couple of sips of her drink and moved towards my direction. My heart began to flutter a bit. For a second I felt my stomach flip but the sensation quickly went away as she brushed past me. A bit disappointed, I sighed as I went back to my drink. I downed it rather quickly and ordered myself another one as the blonde took a seat at a table a few feet away from me. I was looking in her direction as I caught her eyeing me discreetly once in a while. A couple of girls approached her and began talking to her, but she very politely sent them away as she continued slowly sipping away at her drink. As I turned in her direction, I saw that she had finished her drink and was moving back at the bar. She stopped right next to me as the bartender walked up to her. "Another scotch, please." As the bartender went to fetch her drink, I felt a hand slowly begin to caress my ass. I gasped a bit and looked in her direction, but she didn't look back or say anything. Her slow soft caressing had turned to hard groping as she grabbed on to my ass. My cock twitched inside my panties as she continued to molest me. I was getting really horny and my breathing became raspy. Her drink arrived and I felt her hand leave my ass as she produced some money from her pockets and paid the bartender. A little disappointed, I continued to steal glances at her. Discreetly, she grabbed my free hand and placed it at her crotch as I felt a bulge inside her pants. It felt hard but soft at the same time as she made me massage her bulge. She went back to her drink and back to groping my butt as my hand left her groin. Her hand slowly snaked under my dress as she grabbed onto my panty covered ass. I said and did nothing as my molestation continued. A couple of minutes later, she downed her drink in one swig and looked in my direction. Her hypnotic blue eyes met mine as she let go of me and headed towards the stairs to the basement. Once at the top of the stairs, she looked back in my direction a final time before she disappeared downstairs. I took a deep breath and gulped down the remainder of my drink. I headed down the stairs into the semi-dark passages of the basement. It was like a maze with rooms on either sides of the hallway. Most of them were closed whereas some of them were open and you could see all kinds of debauchery taking place. The hallways echoed with the sound of moans and groans as I continued on further. Taking a left turn at the end of the hall, I felt a hand grab me and push me against the wall covering my mouth. It was the blonde woman from the bar. "Shhh." I nodded as she moved her hand down from my mouth and began to grope and caress me. She began to squeeze and caress my fake tits as she gave my lips a gentle and seductive lick. I could only gasp and moan as she continued to molest me as she had done earlier. My hand snaked down towards her groin and began to caress the bulge in her trousers. She licked and nibbled my neck as she drove me into a lust filled frenzy. She pushed me down on my knees, pinning me against the wall as her groin was but inches from my face. "Unbuckle my pants," she commanded. I looked around the hallway to see if there was anyone there. It was empty and I was quite scared that someone would walk past us and see what was happening. "Now!" she commanded once again. I was getting really aroused and the authority with which she uttered the words compelled me to obey. I unbuckled her pants and pulled them down. She wore a pair of jockey briefs which I pulled down as well to reveal a black dildo attached to a strap-on harness. She put her hands on my chin and caressed me as I knew what she wanted me to do. Giving the dildo a few strokes, I took it into my mouth and began to suck on it. I stroked it as I bobbed my head up and down. I felt like such a slut, on my knees, in the dark passage of a sex club, blowing a complete strangers strap-on cock. I gave the head a few licks and stroked it as I licked it from the base to the tip. Suddenly a door next to us opened as a couple walked out. I looked up at them as I continued at the task at hand. I got a snicker from one of the girls as they headed off. The blonde pulled her cock out of my mouth and began to smack it on my lips. I looked up into her eyes as she had a smile on her face. A few smacks later, she pulled me up to my feet and turned me around, pinning my front to the wall. She began to grind against me as she slowly lifted my dress up, bringing my panty covered ass. Her hand moved to my now erect cock inside my panties and she began to caress it with one hand while the other grabbed my neck firmly. She licked my earlobes and nibbled on them as my breathing became shallow. "Please fuck me," I moaned softly. "Is that what you want?" she cooed. "Yes, please! I want your dick inside me!" Giving both my fake tits a squeeze, she pulled down the straps of my dress exposing my bra. She continued to toy with me for a few more minutes as my frustration and lust grew. Then I felt her violently pull my panties down, freeing my cock from its constraints. Grabbing my hips, she pulled me back a little and made me spread my legs. I felt a wet finger, probably lubed up, on my asshole as she inserted one finger inside me. I gasped at the intrusion. She fingered me for a minute or two as I waited in anticipation for what was coming next. A minute later, her finger out, I felt the tip of her cock against my rosebud. I took a deep breath and tried to relax as I felt the tip of her cock enter me. I moaned as she slowly pushed further inside me. Her cock wasn't too huge, but it wasn't small either. A few strokes later, she had her cock inside me balls deep. She moved slowly, pulling her cock out almost completely at first and the driving the whole thing inside me in one full stroke. She did this a few times and then quickened the pace. I gasped and moaned as I was being taken a cheap slut. Grabbing my hips firmly, she pounded into me like jackhammer driving me insane with pleasure. Leaning in, she continued to fuck me as her hand reached down and grabbed my now free cock and began to jerk me, her movements matching the rhythm with each pump of her wrist on my cock. It didn't take me long and soon I began to cum. "FUCKKK!" I cried out. As my orgasm slowly began to fade, she slowed down and held me as my body shook with intensity. Once she had sensed that I was now done, she slowly pulled her cock out of me. I turned around and faced her as I tried to catch my breath. She wiped her hands, stained with my cum, on my dress and pulled up her briefs and her pants. Once fully clothed, she leaned into me and gave me a kiss on my lips. Pulling a tissue out of her pants, she stuffed it into my bra, giving me a smile and walking off. I composed myself as best as I could and pulled my panties up and straightened my dress. I headed back up towards the bar and noticed that she wasn't anywhere to be seen. Pulling the tissue that she had stuffed inside my bra, I noticed something written on it. Joanna xxxx-xxxx It was a name and a phone number! I smiled to myself as I put the tissue into my purse and decided to head back home after what was the most thrilling night of my life.

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I asked him where he was going, and he said "Home". At that moment, that was fine with me! As we were driving along in silence, I couldn't help but notice the bulge in his pants growing to show off his enormous cock. I wondered what he was thinking about, and wondered if he had seen me looking... As we approached his apartment, he asked if I wanted to come inside. I just couldn't refuse when he looked at me with those piercing blue eyes. All I could think about was his beautiful arms...

3 years ago
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Stranger on holiday helping enjoy my wife

It was our 3rd night at the Hotel and we had just settled into a nice steady routine. This particular evening Deb (my hot wife – late 40’s, 38dd, nice tight pussy and very sexy legs) was wearing a new blue short sexy dress she had been dying to wear. She asked me If I thought she should wear underwear. But from what I could see, nothing was too visible (besides I like to see my wife attracting attention) and she looked very hot and sexy anyway “very fuckable”I was wearing a T Shirt, dress...

3 years ago
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Stranger sex

This is our first story.You arrive home from a hard days work, but looking forward to relaxing for the weekend. When you arrive home you notice my car is missing, the house is in pitch darkness. When you go in you go straight up stairs and run a nice hot bath whilst it is running You get your phone out and decided to message me saying where are you babe? I replied instantly.... out! You think I can't be arsed with that tonight, lit a candle and walk down to the fridge to get a large glass of...

2 years ago
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Stranger on a train

"Did you ever have sex with boys?"Wow, that was pretty bold opening.I was touring Europe right after I left school. Using a railpass and youth hostels. And here I was on the overnight train from Paris to Prague and this man I was sharing the compartment with just up and asked me that! And the answer was no, I'd never done anything with boys. I had a girlfriend at home."Did you ever think about it?" he persisted. And I thought about it right then. Not for the first time. When I'd been about 14 I...

2 years ago
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Stranger And Me

Hi all, this is Anthony from Bangalore. Am back with another story, where my fantasy of fucking a stranger came true. Jumping to the story. I was in Delhi for a three-day conference. Obviously, the three days just sped away, wastefully. And we had decided to stay back the weekend and roam around a bit, before heading back. The company had provided us with 3-star accommodation, and everything was fine. After the last day of the conference, we had a small cocktail party. We juniors could just...

2 years ago
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Stranger Ko Metro Me Patake Seduce Kia

Hello ISS ke readers kaise ho, Mera name Rajeev hai aur mai aaj aapko ek Public Fantasy story sunane jaa rha hu. If koi Couple or female mujse milna ya bat krna chahe to welcome to my My wechat ID Stranger_sex and email id Chalo Dosto coming to the story, ye baat abi se 8 month phle ki hai jab mai daily office ke lie Vaishali Metro se Gurgaon jata tha. Mai sex ke lie bhut jyda uttejit hu, Sexy ladkiyan ya aunty dekh ke mujse raha nai jata aur mera lund ka rocket ban jata hai. Us din b aisa hi...

1 year ago
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Stranger In Gym Turns Out To Be A Real Fitness Freak

Hi all, This is my first story on ISS and I hope this story make you guys shag of like hell and girls wet like a rainy day This is Nishad. I am currently staying in Pune and working in a renowned MNC. Pune is indeed a city with lot of possibilities and you never know when your luck shines for you :D You are sitting in a cafe and you suddenly start talking with a girl and you hit it off pretty well, then if you are good at it, there you go you are laid ! As simple as that.. I love this place...

2 years ago
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Stranger Rides Me 8211 Part II

Hello to all ISS readers hope you liked reading the first part of my story. I am continuing from where I left as I came out of the shower and was dressing up for going out and the devil in my mind wanted some more fun tonight. I threw away the regular cotton saree I wore and took out a green transparent silk saree and wrapped in tight around my ass. My saree was 2 inches further below my navel than it usually used to be and the blouse was a backless one showing a lot of my back. I walked out of...

1 year ago
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Stranger Nai Mummy Ko Choda

By : Rahulkumar8533 Hi ISS reader main Rahul Kumar apko ek ghatna batane jaa raha hoon jo ki meri mummy ke sath hui thi jisne meri mummy ko ko ek sadharan se housewifes se badalkar ek anjaan admi ki randi bana diya hai. Ye ghatna aaj se do saal pehle ki hai jab main business managment ka course kar raha tha.hamre ghar main main mere papa aur meri mummy rehti hai.mere papa govt job karte hai meri mummy ek housewife hai meri mummy ka naam rashmi hai. Main apko apni mummy ke baare main batata hoon...

2 years ago
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stranger

It was a friday night in June and me and a few friends decided to go to the club to celebrate my 21st birthday. It had been at stressful week at work and I wanted to release some of this tension I had been carrying. It took me all day to pick out an outfit appropriate for the night. It was lesbian night at the club, so we decided it would be fun to wear something sexy. I showered straightened my hair and applied some makeup. I had decided on a tight black dress with an open criss cross back,...

Bisexual
3 years ago
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Stranger in the Back Alley

It was a very stressful week at work and I just needed to get out, just go anywhere and unwind. I remembered this popular club that had decent drinks and a dance floor that I can shake my ass off, if I needed to. That Saturday night I decided to 'go unwind'. I got dolled up and sexified in a short black dress with the back cut out, the type that accentuates my curves and the front cut just low for my lovely Size D cups to show. Paired that off with some black pumps with straps around my ankles....

2 years ago
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Stranger in a Dark Alley

It was a very stressful week at work and I just needed to get out, just go anywhere and unwind. I remembered this popular club that had decent drinks and a dance floor that I can shake my ass off, if I needed to. That Saturday night I decided to 'go unwind'. I got dolled up and sexified in a short black dress with the back cut out, the type that accentuates my curves and the front cut just low for my lovely Size D cups to show. Paired that off with some black pumps with straps around my ankles....

3 years ago
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Stranger becomes a sex slave 8211 BDSM stories

I am Tejas I am 19 year old . I have a nice athlete body and a black of 7 inches, and I am from Mumbai. If anyone wants to give feedback, please message me at I am going to tell you about how I fucked a married stranger woman and how I made her my BDSM sex slave. So let’s begin. It was a very hard day at the office. I thought of watching some movie in the theatre. I asked my friends, and they denied it as they had other plans. So I went to the theatre, and I saw a romantic movie. I thought...

3 years ago
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Stranger in My House

Have you ever really listened to some of the country songs from the years gone by? Stuff by Garth Brooks, Ronnie Milsap, or even George Jones? They have some of the saddest lyrics you will ever see or hear. One that I have always liked, because of the haunting melody and the words that tell of a man that knows something isn't right at home is 'A Stranger in My House' by Ronny Milsap. He can't really place his finger on what, but something is very different. There's a silence here between...

3 years ago
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Stranger in the DarkChapter 2 The Hockey Game

I didn’t know who was knocking on my bedroom door. It didn’t matter, really. They were going to be dead just as soon as I could scrape up the energy to get out of bed. You’d think after sleeping a good ten hours, I’d be ready to go. But, no. No, I was not. I had slept fitfully, tossing and turning all night. I dreamed constantly, searching for my stranger, and woke more exhausted than ever. A fist banged against my door, louder and more insistent. “Tess, if you don’t unlock this door now,...

3 years ago
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his fuckmeat

he says....being having some nasty thoughts involving you. nothing much nice. just you, as a non-willing participant. for example, right now, i could see you fastened in some way....hands in like stocks....feet trapped too in some way. i come up behind you. while there might be buttons and clasps, i just want to use you. so i tear or cut-off relevant pieces of clothing. you can turn your head, maybe, but with hands and feet trapped behind these boards of wood. you cannot...

2 years ago
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Fucktoy

PAMELA I THE WEEKEND She was nervous. And, yes, frightened. But the fright only added to thelittle worm of excitement that was wriggling inside her, making her nipples hardand keeping her pussy damp. She was dressed, according to his instructions, in atight blouse and a very short miniskirt. That was all she had on, except for hershoes. No underwear, he had stipulated. Nothing else on her body. No jewelry, norings, no wristwatch. Just...

3 years ago
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Livein With Fuckbuddy

Hello friends! How are you all? This is Daksh Kashyap (engineer-IIT Bombay) once again to share my new story. Please read to know about my sexual experiences. This story is of last year. In May, I have shared my sex experiences on ISS. I got lots of messages, mostly from married girls. But some wanted just sex chat, and those who wanted sex were from other cities. Finally, one day I got a message from Surabhi, who was from Mumbai and wanted real sex. We started talking on hangout. She was from...

1 year ago
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Stranger Fuck

 I noticed the time strike 10pm on my watch as I got out of the cab outside the Red Circle. Hopefully tonight I was going to get lucky. After paying the cabbie and stepping out of the cab, I fixed my tight pink and black striped dress as I stood outside the club. The Red Circle was the most notorious Sex Clubs in the city where couples and singles went to hook up. Tonight was their Gender Bender Fetish night, which is why I had got dressed up tonight.I have been crossdressing since I was quite...

Crossdressing
2 years ago
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Little Humiliation Fucktoy

Introduction: Life of a secret humiliation fucktoy. This is the longest erotic story Ive written thus far, and so Im really excited to post it. Im sorry about any spelling/grammatical errors, though I did give it a quick edit. I love writing stories about humiliation and bdsm, so if you all like this, Ill be sure to write up some more. Be sure to leave a comment if you liked it or have any suggestions. Enjoy! ________________ Little Humiliation Fucktoy Hed told me hed call me whenever, so I...

1 year ago
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Pure Frat Fuckmeat

This is the pure fuckmeat of our story, as she arrived at a "work" place. The red? Well, you can imagine bright blue, pink, jet black, etc, for she had those colors in similar ultra-short styles.Not just for work, she walked all over campus in this type of dress.Outfits like the above? Fairly common on campuses of the late sixties and early seventies.When your wife does real prostitute duties, it is rare or impossible for the husband to watch those duties being done. All those other guys are...

Hardcore
2 years ago
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Used as FUCKMEAT

This is what happens if you are brave enough to meet a man from an internet chat room ;-)Its 2 am in the morning.You follow the careful instructions and park your car in private car park. You are in the parking space you have been told to park in. You are next to a nice set of modern 2 story flats in a nice part of Ealing.. Your phone rings and I give you your next set of instructions.I tell you I can see you sitting in your car. You must remove all your clothes immediately.Reluctantly you do...

3 years ago
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Little Humiliation Fucktoy

________________ Little Humiliation Fucktoy He'd told me he'd call me whenever, so I expected him even when I went out. Today was one such day, I was out with my family, shopping at a mall when I got the call. I picked it up, lagging behind a bit. 'Hello?' 'Hey fuck toy, meet me in the largest stall in the men's bathroom in 2 minutes, pronto. I've left a bag in there, put all your clothes into it and be on all fours when I get there.' With that, he hung up, leaving me...

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